ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Catalytic enantioselective cascade Michael/cyclization reaction of 3-isothiocyanato oxindoles with exocyclic alpha,beta-unsaturated ketones en route to 3,2 `-pyrrolidinyl bispirooxindoles

Kayal, Satavisha and Mukherjee, Santanu (2016) Catalytic enantioselective cascade Michael/cyclization reaction of 3-isothiocyanato oxindoles with exocyclic alpha,beta-unsaturated ketones en route to 3,2 `-pyrrolidinyl bispirooxindoles. In: ORGANIC & BIOMOLECULAR CHEMISTRY, 14 (43). pp. 10175-10179.

[img] PDF
Org_Bio_Che_14-43_10175_2016.pdf - Published Version
Restricted to Registered users only

Download (1MB) | Request a copy
Official URL: http://dx.doi.org/10.1039/c6ob02187e

Abstract

Cascade Michael/cyclization reactions between 3-isothiocyanato oxindoles and exocyclic alpha,beta-unsaturated ketones are shown to proceed efficiently in the presence of a quinine-derived tertiary amino-squaramide catalyst and furnish 3,2'-pyrrolidinyl bispirooxindoles containing two spiro-quaternary and three contiguous stereocenters as a single diastereomer with excellent enantioselectivities (up to 99 : 1 er).

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 30 Dec 2016 05:58
Last Modified: 30 Dec 2016 05:58
URI: http://eprints.iisc.ac.in/id/eprint/55600

Actions (login required)

View Item View Item